House holiday rentals in St. Helena

4.99 out of 5 average rating, 263 reviews

The spacious outdoor deck is illuminated in the evening glow, featuring multiple seating areas, a dining table, and a hot tub. Large glass doors provide a view into the inviting interior, framed by tall redwood trees, creating a serene ambiance.

Home in Glen Ellen

Quiet Wine County Retreat with Bocce and Hot tub!

Central wine country location Close to wineries, tasting rooms, gourmet market, french bakery & restaurants New luxury 3-BR, 2.5 bath Hot tub & bocce ball We can host 5 adults + 2-3 kids Quiet spacious home nestled in the redwoods on 1/2 acre Complimentary pastries from local bakery Linens, towels, spa robes & toiletries provided Complimentary coffee, tea & sugar Huge outdoor decks with 3 seating areas, dining table, fire-pit Corn-hole, giant jenga & board games Kids’ books, games & baby items

A cozy living area features a modern yellow armchair positioned near a stone fireplace, which holds a lively flame. A round coffee table with an intricate design sits in front, while large sliding glass doors showcase views of the outdoor deck area.

4.96 out of 5 average rating, 110 reviews

Sonoma Gem | VIEWS | Minutes to Dwtn | Sleeps 6

Enjoy stunning views of Sonoma! Welcome to Sonoma Vista, minutes from renowned wineries and Downtown Sonoma. Perfect perch for families, couples! Nestled in oak-studded hills, this modern haven boasts three bedrooms, two sleek bathrooms with heated floors, and remote-work-friendly desks. Indulge in a mid-century bar, chef's kitchen, and a jaw-dropping game room. Outside, a vast deck with dining, fire pit, and lounge seating awaits. Immerse yourself in wine country luxury at Sonoma Vista!

A modern living area features a large dark green sofa complemented by a cozy white chair and a stylish coffee table. Natural light streams through multiple windows, illuminating a patterned area rug. A dining area and kitchen are visible in the background.

4.96 out of 5 average rating, 106 reviews

Calistoga Tejas Trails

Welcome to Tejas Trails, your country getaway nestled in Calistoga's mountain vistas, just 10 minutes from downtown. This new home (2023) is easy to share with friends or family. Enjoy refreshing mountain sunrises, dinners on the huge deck, watch sunsets sipping wine by the firepit, swing under a large oak tree, and take tranquil walks on the country road. This is the perfect place to leave the hustle and bustle behind, while still minutes from Napa Valley’s finest restaurants and wineries!

A spacious living area features a modern wall-mounted television and comfortable seating arrangements. A stylish coffee table sits at the center, surrounded by a large area rug. Decorative elements include a plant and artwork, adding a subtle touch to the neutral color palette.

5 out of 5 average rating, 164 reviews

A Wine Travelers Dream in the Heart of Napa Valley

✨Welcome to our beautiful Napa Valley home, perfectly situated between the vibrant energy of downtown and the breathtaking beauty of the Valley. 6 minutes to downtown Napa, 5 minutes to Silverado trail, 20 minutes to Sonoma. Indulge in the world-class restaurants, vibrant nightlife of downtown, or venture into the valley to explore the rolling hills and picturesque landscapes that have made this region famous. After a day of adventure, retreat to our ample space to rewind and rejuvenate.✨

A charming Victorian home with yellow siding is framed by lush greenery and seasonal trees. A welcoming porch is lined with white railings, leading to bright windows that invite natural light. A decorative archway of climbing plants enhances the home's exterior.

4.96 out of 5 average rating, 222 reviews

Cedar Street Victorian

Turn of the century Victorian heritage home less than half a block walking distance to restaurants, wine tasting, shopping, spas and the year round Sat farmers market. You’ll love the house because of the comfy beds, the outdoor space, and the neighborhood. It is good for couples, solo adventurers, business travelers, and adult family functions. Pioneer park is right across the street. Every Thurs night in the summer months there are free concerts you can enjoy from the front porch.

A light yellow house features a welcoming front porch with white railings and a staircase leading to the entrance. Windows along the upper level allow natural light, and the well-kept yard includes shrubs. A mailbox is positioned at the foot of the stairs.

4.87 out of 5 average rating, 247 reviews

The Dollhouse in Saint Helena

Charming remodeled Victorian 2 bdrm/2 bath - Light & spacious home. WD- Fireplace- Walking distance to downtown St. Helena,, several wineries and vineyards. 3 min walk to Farmstead, Charter Oak, Gott's and NV Health Spa. Plenty of HOT water in the bathrooms. Modern fully stocked kitchen/All linens and towels provided. Upstairs: Living Room/Dining Room/Kitchen/Guest Bdrm/Full Bath Downstairs: Den with Smart TV/Master Suite Great backyard for dining. Legal short term rental permit.

An open living space is presented with vaulted ceilings and skylights that allow natural light to fill the room. A cozy dining table is surrounded by chairs, while a white sofa and dark seating option create a welcoming area. Shelves display dishware and decorative items.

4.96 out of 5 average rating, 510 reviews

A sophisticated Wine Country Cottage with Hot tub

Thornsberry Cottage is a luxe Country Cottage just 5 minutes from the Sonoma Square. Featuring two separate buildings, with a bed and bath in each, it is renovated with a boutique hotel feel to accommodate the most discerning traveler. Located on the east side town it is in short distance to the 2 oldest wineries in California. The home offers a true escape where one can spin a record by the fire pit, relax in the hot tub, or walk or bike to Gundlach Bundschu at the end of our road.

A light-filled living area features a cozy arrangement of two wooden armchairs facing each other over a round table. A large skylight illuminates soft colors on the walls, with built-in shelves displaying decorative items. Large sliding doors open to an outdoor space.

4.99 out of 5 average rating, 190 reviews

Easy elegance in this wine country home

Enjoy the best of Sonoma from this recently remodeled home. On over 1/2 an acre surrounded by mature fruit trees. New kitchen and baths. Designer finishes. Comfy beds. Spacious and private outside seating and dining areas. Bocce ball court, hot tub and gym. Tucked in, down a private lane and situated among the finest wineries in Sonoma. 2 minutes from Sonoma Golf Club. 10 minutes to Sonoma Square, 20 on bike. 7 minutes to Glen Ellen. 10 minutes to Kenwood. Sonoma County TOT #4124N.

5 out of 5 average rating, 683 reviews

A private backyard features a solar heated swimming pool surrounded by lounge seating and potted plants. A tiki bar is visible in the background, with palm trees providing shade in the sunlight. The space combines relaxation and outdoor living for a serene atmosphere.

Home in Graton

Eco Luxury Private Sanctuary / The Farmhouse Oasis

**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols

An expansive outdoor patio area features modern metal furniture and a covered dining table, inviting al fresco meals. Large sliding glass doors create a seamless flow between indoor and outdoor spaces, with a view of the surrounding natural landscape and vineyard beyond.

4.97 out of 5 average rating, 128 reviews

WineCamp - Russian River Valley AVA - No Pets

The WineCamp concept is rooted in the rural ambience of working local vineyards and craft breweries. This purpose-built residence offers indoor/outdoor living at it best. Conceived as the ideal space for two adult couples, the spacious dual master suites are separated by gracious open-plan living areas that flow seamlessly through multi-panel sliding walls of glass onto the covered terrace and vineyards beyond. This wine and beer themed property is not suitable for children.

A charming exterior view of Casa LaBloom features a welcoming porch surrounded by lush greenery and palms. The front yard is landscaped with stone pathways and a small birdbath, creating a tranquil atmosphere. The house stands two stories, with a light-colored facade and inviting outdoor spaces.

4.98 out of 5 average rating, 131 reviews

Charming Home Just Steps From Wine & Hot Springs!

An oasis just 2 blocks from downtown Calistoga's tasting rooms, restaurants, hot springs, spas & shopping, Casa LaBloom is a charming home waiting for you to unWINE & relax. Enjoy a cup of perfect home made espresso on the front porch, or lunch under the palms and watch the world go by. Rather taste wine? There are 5 tasting rooms within 2 blocks - no need to drive! Casa LaBloom is the perfect cozy space for a family, or for couples on a secluded wine country get-away.

An open living space seamlessly connects with an outdoor deck, featuring a dining table set for several. Natural light floods the area, highlighting wooden flooring and a cozy rug. Lush greenery can be seen in the garden area beyond the deck, creating a serene atmosphere.

4.94 out of 5 average rating, 192 reviews

Wine Country Cottage Walkable to River or Downtown

Centrally located retreat 5 blocks from downtown, Russian River and 3 blocks from at least 9 wineries. Living room fully opens to private deck w/BBQ, outdoor kitchen, dining space and fire place. Gourmet equipped kitchen with many cooking amenities to enjoy wine and a great meal in the garden patio or BBQ outside and relax. Luxury bathroom with heated towel rack, heated floor and bidet. A small cozy two bedroom with many amenities and thoughtful touches.

Popular amenities for house rentals in St. Helena

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A heated swimming pool reflects the early evening sky, surrounded by lush greenery. Comfortable lounge chairs are positioned around the pool, complemented by a shaded umbrella. The vineyard is visible in the background, enhancing the peaceful atmosphere of this outdoor space.

4.92 out of 5 average rating, 120 reviews

Vineyard Vista, Modern Farmhouse Cottage with Pool

4.95 out of 5 average rating, 165 reviews

An outdoor space features a plunge pool surrounded by a sun deck with lounge chairs and a sun umbrella. The home, with its wood accents, is set against a backdrop of tall redwood trees, contributing to a serene, natural setting.

Home in Occidental

Modern mid-century-inspired, Deer Ranch

4.96 out of 5 average rating, 115 reviews

Wine Country Retreat- Privacy-Spa/Pool/Games

4.98 out of 5 average rating, 187 reviews

A lively pool area is featured, showcasing a clear blue swimming pool surrounded by lounge chairs and vibrant inflatable floats. A shaded cabana provides a relaxing spot, while a nearby umbrella offers additional shade. The surrounding landscape includes lush greenery and a stone wall.

Home in Sebastopol

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

4.97 out of 5 average rating, 212 reviews

Happy House Getaway - Pool, Hot Tub & Wine Country

A light-filled living area features a cozy fireplace and large windows, offering views of the surroundings. The open floor plan connects the living space to a dining area and a fully equipped kitchen. Modern amenities such as Wi-Fi and cable TV are indicated in the foreground.

4.86 out of 5 average rating, 186 reviews

Silverado Napa Remodeled 3 bed 2 bath

The image showcases a multi-angle view of the property, featuring a spacious bedroom with a plush bed and soft blankets, a sunlit outdoor area with a heated pool and lounge seating, a cozy fire pit surrounded by vibrant outdoor furniture, and the inviting exterior of the main house.

4.98 out of 5 average rating, 126 reviews

Sonoma 14Acres, 2BR 2BA, Pool HotTub, Plaza 3 mi.

4.98 out of 5 average rating, 175 reviews

A private outdoor area features a hot tub adjacent to a wooden deck. A white dining table is positioned for meals, surrounded by lush greenery. Soft lighting hangs above, adding to the relaxed setting. A window on the house offers natural light to the space.

Home in Junior College

Pacific Gardens Retreat

Weekly house rentals

4.94 out of 5 average rating, 594 reviews

A welcoming living space features wooden walls and ceiling beams, enhancing the warm ambiance. A comfortable brown leather sofa faces a central wood-burning stove. Floor-to-ceiling glass doors provide access to the outdoor area, allowing natural light to fill the room.

Home in Bodega Bay

Ocean View Spa House

A spacious deck features comfortable seating arrangements with wicker chairs and side tables. A large dining table is positioned under an umbrella, providing a shaded area for meals. Lush greenery and vineyards are visible in the background, enhancing the serene environment.

4.97 out of 5 average rating, 100 reviews

Views, hot tub, sauna, cold plunge, cinema!

4.99 out of 5 average rating, 304 reviews

The open concept living area features large windows showcasing a panoramic ocean view. Two comfortable chairs are positioned near the windows, and a sectional sofa invites relaxation. The warm, neutral decor complements the space, with natural light illuminating the room.

Home in Bodega Bay

The Beach House

The front of the home is enclosed by a low, wooden fence with a gate. Lush greenery and climbing Wisteria adorn the entrance, while a small bench is placed beside the door. Soft outdoor lighting and landscaped plants contribute to the welcoming appearance.

4.94 out of 5 average rating, 236 reviews

Casa Alta w/ Hot Tub, Walk to Oxbow and Downtown!

5 out of 5 average rating, 27 reviews

The home is set amidst lush greenery beside a tranquil creek, with a spacious deck inviting relaxation. Sunset rays stream through trees, creating a warm ambiance. The gentle flow of water enhances the serene environment, offering a picturesque backdrop for outdoor gatherings.

Home in Kenwood

Sonoma Creek Haven – Creekside Near 20+ Wineries

5 out of 5 average rating, 30 reviews

An outdoor living space features comfortable gray couches with soft cushions, styled with a low wooden coffee table. Stone walls and olive trees create a natural backdrop, while string lights provide gentle illumination overhead. A landscaped area with gravel completes the serene atmosphere.

Home in Glen Ellen

Luxury Retreat: Fireplace, Hot Tub & Zen Garden

The charming cottage features a welcoming front porch with a red door, surrounded by well-maintained gardens. Stone pathway leads to the entrance, with vibrant plants and gravel landscaping enhancing the outdoor space. Mature trees and vineyards are visible in the backdrop.

5 out of 5 average rating, 20 reviews

Charming Wine Country cottage close to downtown

The exterior of the Mediterranean cottage showcases a terracotta tile roof and white stucco walls. Lush greenery and colorful flowering plants surround the home, enhancing its inviting curb appeal. Large arched windows provide a glimpse of the cozy interior, framed by mature trees.

4.95 out of 5 average rating, 319 reviews

F.J. Massa House

Private house rentals

A charming cottage exterior showcases a light-colored façade contrasted by dark window frames and a blue door. Potted plants adorn the entrance, and a pathway leads to the door, surrounded by gravel and landscaped areas. Vineyards are visible in the background under a clear blue sky.

5 out of 5 average rating, 24 reviews

Downtown St. Helena Vineyard Cottage

A spacious living area is highlighted by a stone fireplace, surrounded by comfortable seating and natural light. A dining area is visible in the background, complemented by large windows showcasing outdoor views. Neutral decor elements and a textured rug add warmth to the space.

5 out of 5 average rating, 31 reviews

Wine Country Retreat with Vineyard Views

A two-story home features a warm-toned exterior with a mix of stucco and stone accents. Large windows are adorned with grilles, allowing natural light to illuminate the interior. The landscaped front yard includes a variety of plants and a small tree, enhancing the inviting curb appeal.

5 out of 5 average rating, 30 reviews

Urban Retreat in the Heart of Napa Valley!

4.96 out of 5 average rating, 23 reviews

Private Sonoma Vineyard Estate + pool, spa, views

Superhost

Home in Glen Ellen

5 out of 5 average rating, 4 reviews

Oak & Vine: Pool | Hot Tub | Fire Table | BBQ

A serene hot tub rests on a wooden deck, surrounded by lush greenery and gentle hills. The tranquil water reflects the warm colors of a sunset, creating a peaceful atmosphere. Comfortable outdoor seating is positioned nearby, offering a cozy spot to relax and enjoy the view.

4.84 out of 5 average rating, 77 reviews

Calistoga Cottage | Wine Tastings Included

The image showcases the Quail Roost property, featuring a spacious outdoor deck with a fire pit and pool. The interior highlights a cozy seating area with artful touches, large windows providing natural light, and elegant furnishings. The exterior view captures the pool and surrounding scenic landscape.

4.97 out of 5 average rating, 97 reviews

Best View Wine Country Oasis: Pool-Hot tub-Sauna

A cozy living area features a soft grey sectional sofa and a round coffee table. A bright, white fireplace serves as a focal point, with a circular mirror above it. Natural light pours in through large glass doors, leading to an outdoor patio with scenic views.